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Artwork for Insurance Town

Insurance Town

Heath Shearon
Insurance
Insurance Industry
Networking
Artificial Intelligence
Insurance Technology
Canopy Connect
Smart Choice
Hard Market
Customer Experience
Technology In Insurance
Agency Operations
Entrepreneurship
Leadership
Independent Insurance Agents
Marketing Strategies
Personal Branding
Personal Development
Mental Health
Small Business
Servant Leadership

Welcome to Insurance Town! Your host is the Mayor of Insurance Town, Heath Shearon. After many years in different parts of the insurance world, Heath wants to share his experience with you. Join in on conversations with Heath and many of the friends he's made along the way. Insurance Town is a production of Insurance Town LLC! Find more info at http/://www.Insurancetownpodcast.com Music: "Mornin, ... more

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Artwork for Insurance Town

Latest Episodes

This week in Insurance Town, I got to sit down with Francisco Lopes of Sonant.AI for a conversation about one of the fastest-growing technologies in the insurance industry: voice AI.

Artificial intelligence has become one of the biggest topics in ou... more

There are some interviews you enjoy... and then there are conversations you genuinely don't want to end. This was one of those.

Recorded live from the iconic Santa Monica Pier during InsuranceFest 2026, I had the opportunity to sit down with Christi... more

In this weeks episode i interview my new friend Jerry Ye, we explore how AI is transforming the insurance industry through the lens of Jerry Ye, in this engaging episode. Learn about the practical applications of AI in streamlining workflows, enhanci... more

In this weeks episde here in Insurance Town I got to interview my friend Jackson Rollo. In this episode Jackson, president of Rollo Insurance Group, shares how a second-generation family agency achieved remarkable growth by embracing unorthodox strat... more

Key Facts

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Accepts Sponsors
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Recent Guests

Jerry Ye
Co-founder of Relay, AI-driven solutions for insurance agencies
Relay
Episode: The Relay of information !
Jackson Rollo
President of Rollo Insurance Group, a second-generation family agency
Rollo Insurance Group
Episode: How to scale a family owned insurance agency.
Caleb Cramer
Founder/Executive at OneFort
OneFort
Episode: Is your AI Reactive or Proactive?
Kelly Smith
Insurance professional with leadership roles at FirstChoice MarshBerry
FirstChoice/MarshBerry
Episode: From Family Agency to Insurance Business Rising Star | Kelly Smith
Mariah Gates
Christian entrepreneur disruptor in the insurance space
Accelerated Automation
Episode: Are You Using the Right Technology to Scale Your Insurance Agency?
Carl Ziade
Co-founder of Gaia, insurer tech entrepreneur
Gaia (gaia.ai)
Episode: Your Team Is Wasting Hours Every Week Doing This
Paul Reamer
Paul Reamer, involved with Panther Insurance Group and Reamer Insurance Group, specializes in trucking risks and niche commercial lines
Panther Insurance; Reamer Insurance Group
Episode: What Separates This Growing Agency from Everyone Else?
Casey Armstrong
Casey Armstrong, Canopy Connect
Canopy Connect
Episode: How Is AI Transforming Insurance with Data Accuracy and Efficiency
Emma Roloff
Founder at Roloff Consulting (with spouse James Roloff)
Roloff Consulting
Episode: How can I use Content to Build Relationships and Grow my book?

Host

Heath Shearon
Host of Insurance Town and Mayor of Insurance Town

Reviews

4.8 out of 5 stars from 57 ratings
  • Informative and Inspiring

    Heath does a great job of bringing insights from his guest. What he means to the insurance industry is amazing!!!!!

    Apple Podcasts
    5
    MickUnplugged
    United Statesa year ago
  • Good Show

    I really enjoy listening to this show. I learn a lot, the mayor is good, the guest are informative, keep rocking along

    Apple Podcasts
    5
    PJ Carisimo
    United States2 years ago
  • Great podcasts

    Great Experienced discussion of business!!

    Sometimes I am stuck with some important making the right decision on time. But this channel's discussion made it easy.

    Apple Podcasts
    5
    Ryan Morry
    United States3 years ago
  • Awesome

    Really great listen and a show like this was really needed. Love it

    Apple Podcasts
    5
    jordan WT
    United States4 years ago
  • Love it!

    This is a great insurance podcast. It inspires and interests me. Thanks Heath🧡

    Apple Podcasts
    5
    Michelle@William
    United States4 years ago

Listeners Say

Key themes from listener reviews, highlighting what works and what could be improved about the show.

Guests are described as informative and well-chosen, with a strong focus on real-world lessons.
The show is seen as a reliable go-to for agents seeking growth tips and relevant industry insights.
Listeners praise practical, actionable content and the host's genuine, energetic style.
Praise for the host's ability to connect with guests and deliver value consistently.

Top Business Podcasts

Talking Points

Recent interactions between the hosts and their guests.

The Relay of information !
Q: How does Relay actually integrate with agency systems?
Relay combines AI agents with in-depth integrations into AMS and other systems, allowing automated policy checks and task completion while preserving human supervision and decision-making.
The Relay of information !
Q: What does a modern AI-enabled agency look like, and is AI going to replace humans?
The guest argues that AI will augment rather than replace agents, handling repetitive tasks while humans focus on relationships, guidance, and strategic client work.
The Relay of information !
Q: Why did you choose to get into insurance after working in other spaces?
Jerry explains the appeal of a deeply connected industry where relationships matter, and how his background in AI and entrepreneurship aligns with improving efficiency in agencies.
Are You Using the Right Technology to Scale Your Insurance Agency?
Q: Where should agencies start with AI implementation?
Start where you have the greatest need, such as processing commercial renewals or underwriting documents, and expand as you gain competence. Avoid deploying AI in areas with high risk like carrier access; focus on internal workflows first.
Are You Using the Right Technology to Scale Your Insurance Agency?
Q: Should an agency go all-in on one ecosystem or mix and match?
Prefer an ecosystem that connects and communicates well; you can mix, but prioritize integration. The right approach is to pick tools that fit together and scale with the agency's needs rather than chasing every new tool.

Audience Metrics

Listeners, social reach, demographics and more for this podcast.

Listeners per Episode
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Location
Interests
Professions
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Household Income
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Frequently Asked Questions About Insurance Town

What is Insurance Town about and what kind of topics does it cover?

With a focus on practical insurance insights, the show blends industry expertise, personal storytelling, and actionable tactics for building a book, growing agencies, and leveraging technology. Episodes frequently cover sales strategies, client relationships, marketing, cybersecurity for agencies, AI-enabled tools, and leadership within a relationship-driven field. A notable strength is the host's ability to extract real-world lessons from guests across insurance, tech, and marketing, while keeping discussions approachable and grounded in everyday agency realities. Listeners can expect episodes that mix hands-on tactics, mental well-being, and practical case studies, often with sponsor integrations presented in a helpful, non-flashy way. Th... more

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Which podcasts are similar to Insurance Town?

These podcasts share a similar audience with Insurance Town:

1. Business Refocused
2. Agency Intelligence: The Insurance Podcast Network
3. Power Producers Podcast
4. The Scratch Agency Podcast
5. The Ridiculously Amazing Insurance Podcast

How many episodes of Insurance Town are there?

Insurance Town launched 6 years ago and published 339 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.

How do I contact Insurance Town?

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What guests have appeared on Insurance Town?

Recent guests on Insurance Town include:

1. Jerry Ye
2. Jackson Rollo
3. Caleb Cramer
4. Kelly Smith
5. Mariah Gates
6. Carl Ziade
7. Paul Reamer
8. Casey Armstrong

To view more recent guests and their details, simply upgrade your Rephonic account. You'll also get access to a typical guest profile to help you decide if the show is worth pitching.

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